HCID 21938309, compound → HCID 11435419, compound

HRID 2187741Notes

Reaction equation

HRID 2187741 reaction equation
O=[C:2]([CH3:17])[CH2:3][C:4]1[CH:13]=[CH:12][C:7]([C:8]([O:10][CH3:11])=[O:9])=[CH:6][C:5]=1[N+:14]([O-])=O>C(O)(=O)C>[CH3:11][O:10][C:8]([C:7]1[CH:6]=[C:5]2[C:4]([CH:3]=[C:2]([CH3:17])[NH:14]2)=[CH:13][CH:12]=1)=[O:9]

Participants

3

Reactant 1

HCID 21938309HCID 21938309, compound

Product 1

HCID 11435419HCID 11435419, compoundYield 28.9%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A mixed solution of methyl 4-(2-oxopropyl)-3-nitrobenzoate (3.86 g), reduced iron (9.0 g) and acetic acid (40 ml) is stirred at 90° C. for 24 hours. The solid is taken out through filtration, and the filtrate is concentrated under reduced pressure. The resulting residue is purified through silica gel column chromatography (eluent: hexane/ethyl acetate=3/1) to obtain 6-methoxycarbonyl-2-methylindole (0.890 g).

Workup

  1. filtrationThe solid is taken out through filtration
  2. concentrationthe filtrate is concentrated under reduced pressure
  3. customThe resulting residue is purified through silica gel column chromatography (eluent: hexane/ethyl acetate=3/1)

Sources & evidence

ORD record
ord-41e117252b19458aacbc95f639bf8930
Source dataset
uspto-grants-2002_06
Patent number
US06410584B1

Reaction notes

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